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My First-Ever En Femme Outing!

My wife's company had an overnight meeting/bonding session (!) one weekend a year, so she was away Friday night and Saturday. As soon as I knew about it, I started planning what I would want to do on Friday night. I wanted to go out dressed. Yes, for the first time in my life, I would appear in public as a woman. I couldn't think about anything else all day Friday. I went and bought some pantyhose, as I needed a pair in black, which must be of the light support kind, so it would be somewhat heavier than usual so I wouldn't need to shave my legs. Also, being heavier (thicker), it would shine/glisten a bit more, more sexy that way! Buying the pantyhose also served as a way of "getting up to speed" for Friday night.

After a hasty dinner, I started dressing. First the pantyhose and my white long line bra (with breast forms and padded panties; I needed those curves!). Then my soft and swingy skirt, black w/ white polka dots. I wore my Yves St Laurent high heels, tied at the ankles with black ribbons with white polka dots (matching my skirt!). Up top I wore one of my wife's long, very fitted, black jackets.

Then came the make-up, but first a very close shave! Then plenty of foundation and powder. Funny how that five o'clock shadow looked so prominent now that I was fully intent on going out! I went easy on the eye make-up & blush, not wanting to look too garish or obvious. A red lipstick and I was done. I wore pearl jewelry: big dangly earrings, a necklace, and a bracelet.

Finally the wig, and I was as ready as I could ever be. I took one of my wife's small purses and put my wallet and keys in it. I took some bills out of the wallet and keep them loose in the purse: I did not want to have to whip out my boy's wallet if I wanted to buy something!

Then off for the drive to the mall. It was about 7:30 and already dark so I did not have to worry too much about the neighbors seeing me. I was driving my wife's car, which, btw, was another stroke of luck: she elected to share a ride to her meeting w/ a co-worker, so I drove her to work that morning and kept the car. Her car is automatic, nice and quiet, and the A/C works! It would have been tough to drive my car in high heels and a wig: my car has a 5-speed, noisy as all get out, and no A/C!

Anyway, the drive to the mall was a bit stressful. Every time I stopped at a red light, I would think that everybody was craning their neck to take a look at me. But gradually my self-consciousness wore away, and I started to feel better. It was somewhat foreign to glance down and see my soft skirt bunched up near the top of my thighs and my (shapely, imho!) legs in black hose disappearing into the darkness.

Well, I finally got to the mall, and picked a parking spot that was apart from most. Then with a sharp intake of breadth, I opened the car door and stepped out. I was trying my best to put just enough sway into my steps to look feminine without looking too exaggerated. As I walked towards the mall, I passed two young men walking the other way. They were very impressed! After I passed them I could hear a low, soft wolf whistle.

As I neared the entrance, I saw two other couples also walking in. I slowed and dropped back a bit, but the men saw me and visibly slowed, as if waiting for me, wanting to take a better look. At the door, I had another anxious moment as I had to try and use a different door than they, so I wouldn't have to go thru the door-holding business! Once in the mall, I felt as if everybody is gawking at me, like some strange creature. Even though the mall was not crowded, I felt like I was in Times Square on New Year's Eve! I know for sure that everybody looked at me. I could not tell if the men's looks were admiring or mocking. I did feel that the women's looks were as if they were checking out my outfit/make-up/hair. I walked around only a little bit before I started feeling too stressed out, so I left via one of the department stores' entrances. The exit path brought me past one of the shoe departments, which had a dozen people shopping, and I thought to myself: "Oh, sh*t!" But I decided to act natural (!) and just walked out, getting somewhat tangled up with a couple and their two children. They paid no attention to me, which suddenly gave me a lot of confidence: at least I am not that hideous looking!

I drove to another mall and repeated the same routine, this time milling around the ladies' department and the lingerie & hosiery areas! It was a funny feeling to be browsing thru bras & panties & pantyhoses without feeling like I was sticking out too much. Well, actually, since there were a few men hanging around waiting for their wives, I was subjected to some more staring. Again I could not tell if they "read" me. Thinking back, there was no repulsion, so I hoped that they were admiring me and not gawking at a ridiculous-looking TV! Many of the women gave me closer looks, but again I could not tell what they were thinking.

After a while, I decided against buying anything naughty and left. When I came in, there was an older gentleman sitting outside smoking a cigarette, and he looked at me long and good. I had mixed feelings on the way out when I saw him again, still smoking and again looking at me. As I walked across the sidewalk out into the parking lot, I heard a wolf whistle from someone in a parked car some way away. I turned my head only slightly to look, and soon heard another long and deliberate wolf whistle! Boy, I felt so good! It was so exciting to know that someone really appreciated my looks!